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This file focusses on various items relating to the history of Oakham School, its pupils and Old Boys, under the headmastership of Rev William Spicer Wood.

This series focusses on the headmastership of John David Buchanan (1958-1977) and contains items relating to the life at School in the 1960s and 1970s, its staff and pupils. The bulk of the series consists of books, publications, letters, speeches and sermons written by Mr Buchanan himself.

This file focusses on letters sent/received by John Buchanan, chiefly during his headmastership (1958-1977).

This file focusses on letters received/sent by the Headmaster Tony Little during his headmastership (1996-2002).

An almost complete collection of the School's magazines dating from 1884.

The Old Oakhamian Magazine, published in September 1991. Contents: The Bad News First; John Jerwood; This Year's President; Annual Dinner; O.O. Day and A.G.M.; Regional Reunions; School News Round-up; Staff; OSEL; Academic Results; Sporting Honours; Chapel; OSCA - Appeals Arrive Daily; Music; Drama; C.C.F.; DofE; O.S. Exploration Society; School Sport; When Life was Pretty Tough; Hardships of a Day Boy; Madness and Horror; Letters; New Members; Addresses of Members; Engagements, Marriages, Births & Deaths; Obituaries; O.O. News; O.O. Sport; O.O. Lodge; Club Colours/School Shop; Notices; Diary Dates.

The Old Oakhamian Magazine, published in September 1992. Contents: Annual Dinner - Revue 1992; A Special Place?; This Year's President; Annual Dinner 1991; O.O. Day and Reunions; School News - Round-up; Staff; Reminiscences of Oakham School 1960-1992; Admit Impediments? Twenty Years of Coeducation; Academic Results; Sporting Honours; Chapel; OSCA; Music; Drama; C.C.F.; Duke of Edinburgh's Award Scheme; O.S. Exploration Society; School Sport - Round up; O.S. Rugby Football 1892-1992; School Sports Reports; A Year in the Colony; Youngest ever Australian Senator; Commando Saved Life of Wounded Kurd; Engagements, Marriages, Births & Deaths; Obituaries; O.O. News; O.O. Sports - Round up; O.O. Lodge; Club Colours; Addresses of Members; Notices; Diary Dates.

A complete collection of bound books, gathering Oakham School Magazines copies, from 1884 to 2014. Some books may contain issues of the Magazine that would be otherwise missing in the collection.

A bound copy of several Oakhamian Magazines from 1884 to 1887. Inside the cover is a library sticker with the code 8JNX.

A bound copy of several Oakhamian Magazines from 1885 to 1890.